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Find the hidden risks in a plan

A plan looks fine but something feels off. Get what could go wrong and a simple way to prevent each problem.

Updated 17 Oct 2026

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The prompt · ChatGPT

Check my plan for hidden risks.

My plan: [paste it: a trip, a party, a move, a project, a launch]
Date it happens: [date]
What matters most: [e.g. staying on budget, everyone safe, on time]

Imagine it's the day after and the plan went badly wrong. Work backwards:
Before you start, ask me up to 3 short questions if anything important is missing. Wait for my answers.

1. List the 5 most likely things that went wrong.
2. Rate each one: how likely (low/medium/high) and how bad (low/medium/high).
3. For each, give one step I can take now to prevent it.
4. For the top 2, give a plan B.
5. Tell me anything my plan doesn't mention that it should.

Be practical and specific. Don't invent facts about my plan; ask if unsure. UK English.

Stay in this ChatGPT chat. Do not turn on apps or connectors, and do not use memory from another chat.

A short example

Fill the blanks, then paste. paste it: a trip, a party, a move, a project, a launch: a short note you already have. date: a short note you already have. Leave the rest of the prompt as written.

The prompt · Gemini

Check my plan for hidden risks.

My plan: [paste it: a trip, a party, a move, a project, a launch]
Date it happens: [date]
What matters most: [e.g. staying on budget, everyone safe, on time]

Imagine it's the day after and the plan went badly wrong. Work backwards:
Before you start, ask me up to 3 short questions if anything important is missing. Wait for my answers.

1. List the 5 most likely things that went wrong.
2. Rate each one: how likely (low/medium/high) and how bad (low/medium/high).
3. For each, give one step I can take now to prevent it.
4. For the top 2, give a plan B.
5. Tell me anything my plan doesn't mention that it should.

Be practical and specific. Don't invent facts about my plan; ask if unsure. UK English.

Stay in this Gemini chat. Leave extensions off, including Gmail and Drive.

A short example

Fill the blanks, then paste. paste it: a trip, a party, a move, a project, a launch: a short note you already have. date: a short note you already have. Leave the rest of the prompt as written.

1

You paste your plan, however rough.

2

The assistant asks what matters most, then imagines the plan has gone wrong and works backwards.

3

You get the top risks ranked, with a prevention step and a plan B for each.

What happens

Use Gemini to find the hidden risks in a plan

A plan looks fine but something feels off. Get what could go wrong and a simple way to prevent each problem.

Tools

Paste the prompt, fill the blanks, copy the draft.

  • Gemini — required. Drafts from the text you paste. Nothing is sent.

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